Columbia County NY Homes for Sale

• 

  

  

  /54

  $895,000

  • 3 Beds
  • 3 Baths
  • 2,640 Sq Ft

  323 Warren St, Hudson, NY 12534

  Welcome to 323 Warren Street, a circa 1850 three-story commercial building on one of Hudson's busiest blocks, with a proven track record as a launchpad for beloved businesses: Talbott and Arding and Bodhi Spa both got their start here before expanding elsewhere in the city. The ground floor offers a large picture window, stone floors, subway tile, wainscotting, and back room prep space, ready for

  Anthony D'Argenzio Houlihan Lawrence

  323 Warren St, Hudson, NY 12534
• 

  

  

  /22

  $399,000

  $36K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  73 Birch Rd, Copake, NY 12516

  73 Birch Road on Robinson Pond in Copake, New York. This wonderful retreat is situated on one of the largest parcels in the private Taconic Shores Property Owners Association (lots 648, 649, and 650.5), a private lake community. Built in 1960 and remodeled over the years, this 3-bedroom, 2-bath ranch home (noted in public records as 2-bedroom, 1-bath) features an open-concept with Great Room with

  Margaret Bower Avenia Columbia County RE Specialist

  73 Birch Rd, Copake, NY 12516
• 

  

  

  /9

  $385,000

  • Land
  • 36.6 Acres
  • $10,519 per Acre

  0 Trout Brook Rd, Copake, NY 12516

  One of the best Ancram hilltop parcels available; thirty-six plus acres of prime wooded land with panoramic views of some of the prettiest land in Columbia County. Watch the sunrise and sunset over miles of bucolic fields and country lanes with long views east to the Taconic Ridge and west to peeks of the Catskill Mountains. Mature Oak timberland centers the parcel with sloping agricultural land

  James Male HOUSE Hudson Valley Realty

  0 Trout Brook Rd, Copake, NY 12516
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  /49

  $1,745,000

  $754K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,020 Sq Ft

  202 Buckwheat Rd, Germantown, NY 12526

  This historic house is a timeless beauty. Ice skate on the pond, garden in the greenhouse, and fish and swim in the creek, which borders the property on its south side. Looking for a meditative practice? Stroll the orchard, practice your art in one of the many outbuildings perfect for a studio, or read a book in your very own library. The kitchen, with its huge picture window, is always sunny,

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  202 Buckwheat Rd, Germantown, NY 12526
• 

  

  

  /53

  $3,850,000

  New Construction $300K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 5,440 Sq Ft

  315 Weed Mine Rd Unit 2B, Copake, NY 12516

  Exceptional Hudson Valley Estate, Where Modern Living Meets Mountain Majesty. The uniqueness of this impressive property begins with its siting. Nineteen acres at the base of Mount Washington, flanked by Taconic State Park to the east and the Harlem Valley Rail Trail to the west, deliver sunrise over the Taconic Range and spectacular sunsets over the Catskills, with open Hudson Valley views.

  John Barbato Compass, Hillsdale

  315 Weed Mine Rd Unit 2B, Copake, NY 12516
• 

  

  /11

  $56,000

  $14K PRICE DROP

  • Land
  • 7.65 Acres
  • $7,320 per Acre

  L90 County Route 9, East Chatham, NY 12060

  Here's your chance to secure a unique assignment opportunity on a beautiful wooded lot with endless potential. Tucked away in a quiet and private setting, this land is perfect for anyone seeking a peaceful retreat surrounded by nature. The property offers plenty of options - build your dream home in a serene location, create a hunting getaway, or hold it as an investment for the future. With

  John O’Neill-Knasick EXP REALTY

  L90 County Route 9, East Chatham, NY 12060
• 

  

  /5

  $128,000

  $2K PRICE DROP

  • Land
  • 38,332 Sq Ft
  • $145,455 per Acre

  20 Pine Rd, Livingston, NY 12523

  Beautiful, building lot, just under an acre waiting for you to build, camp or buy now and decide later! Road frontage on both PINE RD & FIELD RD. Electric, Well & Septic already in!! Quiet setting cleared building area already done with mature trees scattered around, this property holds incredible promise. Don't miss this rare opportunity to own a peaceful slice of the Hudson Valley. PLUS, deeded

  Margaret Bower Avenia Columbia County RE Specialist

  20 Pine Rd, Livingston, NY 12523
• 

  

  /8

  $175,000

  • Land
  • 8.27 Acres
  • $21,161 per Acre

  Lot 15 Pioneer Dr, Copake, NY 12516

  One of the largest lots in the Upper Rhoda Lake HOA is the ideal spot to build your ultra-private retreat. Tucked away at the end of a dead-end private road, this 8.2 acre parcel offers multiple potential building sites, ridgeline views, mature hardwoods and evergreens, and a sense of quiet serenity. Lot 15 is one of only 15 parcels on Pioneer Dr. It enjoys access to the private 78-acre Upper

  Jeffries Blackerby Houlihan Lawrence Inc.

  Lot 15 Pioneer Dr, Copake, NY 12516
• 

  

  /6

  $250,000

  • Land
  • 38.33 Acres
  • $6,522 per Acre

  001 New York 82, Gallatin, NY 12567

  This beautiful, gently sloping parcel offers the perfect canvas to create your country escape or full-time residence on 38+ private acres. Soil test has been done. Some clearing would offer ridgeline views to the south and west. Roughed-in driveway is in place, so you're well on your way to building a home that's tailored exactly to your needs. Just 20 minutes to Hudson and Red Hook, 15 minutes

  Jeffries Blackerby Houlihan Lawrence Inc.

  001 New York 82, Gallatin, NY 12567
• 

  

  /18

  $279,000

  $30K PRICE INCREASE

  • Land
  • 17.05 Acres
  • $16,364 per Acre

  13191 Route 22 Stop #80, Canaan, NY 12029

  17 private, secluded acres located on a quiet private road in Canaan, NY. The property features frontage on Flat Brook, multiple potential house sites with beautiful views, and mature woods throughout.Electric has already been pulled to the property, making it ready for building. The land is ideal for a primary residence, second home, or small retreat.Quiet, peaceful setting just minutes from

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  13191 Route 22 Stop #80, Canaan, NY 12029
• 

  

  /51

  $1,745,000

  $150K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,922 Sq Ft

  160 Beale Rd, Chatham, NY 12037

  Located on one of Columbia County's finest roads in the town of Spencertown, this impeccably-maintained private 2922 sq ft. colonial home on 7.4 acres has all of the modern amenities! A fabulous setting with stunning distant views, the home features an open chef's kitchen and great room plan, which was expanded and redesigned in 2021, with Sub Zero refrigerator, Wolf gas oven and Miele dishwasher

  Janet Kain The Kinderhook Group, Inc.

  160 Beale Rd, Chatham, NY 12037
• 

  

  /42

  $750,000

  • 6 Beds
  • 6 Baths
  • 2,772 Sq Ft

  24 Aitken Ave, Hudson, NY 12534

  Welcome to your next investment opportunity to own this 2 family house on Aitken Ave in City of Hudson, the place to live! We have great music, Antiques, renowned art galleries and elegant restaurants. In the heart of Hudson is 24 Aitken Ave a real charming 2 family building where each unit has 3 bedrooms, Livingroom, kitchen and one full bath. Both unit are currently rented. Unit one rented

  Jahorul Liton Red Apple Realty

  24 Aitken Ave, Hudson, NY 12534
• 

  

  /43

  $995,000

  $55K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1167 Harlemville Rd, Ghent, NY 12075

  Perched high on a hilltop and approached by a winding drive framed by natural rock outcroppings, this newly constructed home was thoughtfully designed to blend modern efficiency with warmth, character, and a strong connection to its surroundings. Far-reaching views and exceptional natural light define the experience throughout the home, with oversized Marvin windows and soaring cathedral ceilings

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  1167 Harlemville Rd, Ghent, NY 12075
• 

  

  /6

  $140,000

  • Land
  • 5,610 Sq Ft
  • $1,086,957 per Acre

  48-51 Block St, Philmont, NY 12565

  Great available building lot in Philmont, NY. Perfect opportunity to construct a single or multifamily dwelling. Buildings in the photos are part of adjacent properties. This property is land only.

  Christopher McElroy Tri Hudson Realty, LLC

  48-51 Block St, Philmont, NY 12565
• 

  

  /50

  $820,000

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,450 Sq Ft

  5628 New York 9g, Hudson, NY 12534

  Private Hudson Valley Compound Featuring Three Distinct Structures A rare opportunity to own a truly versatile Hudson Valley compound just minutes from the vibrant City of Hudson. Set on a picturesque surrounding, this unique property offers privacy, flexibility, and exceptional potential with three separate structures thoughtfully positioned throughout the property. At the heart of the compound

  Jorge Lugo Real Broker NY LLC

  5628 New York 9g, Hudson, NY 12534
• 

  

  /5

  $499,000

  • Land
  • 63.44 Acres
  • $7,866 per Acre

  325 Albany Turnpike, Nassau, NY 12115

  Potential Catskill ViewsThis 60+ acre parcel has a bit of everything and with a wee bit of clearing you'll be staring straight in to the entire Catskill Mountain range.

  Emma French Gabel Real Estate

  325 Albany Turnpike, Nassau, NY 12115
• 

  

  /6

  $219,000

  • Land
  • 5 Acres
  • $43,800 per Acre

  0 Reed Rd Unit 153134, Austerlitz, NY 12037

  Punsit Valley and Catskill Mountain views from this usable 5 acre parcel. Privately tucked on one of Spencertown's prettiest roads. Usable land, easy to build on. Close to town, yet totally private and quiet. Western sunsets and valley views. Great spot for a spec house. Wonderful value.

  Tracy Tassinari Gabel Real Estate

  0 Reed Rd Unit 153134, Austerlitz, NY 12037
• 

  

  /50

  $1,300,000

  $200K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,937 Sq Ft

  2339 State Route 82, Ancram, NY 12502

  Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  2339 State Route 82, Ancram, NY 12502
• 

  

  /37

  $424,900

  $24K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  5 Harry Howard Ave, Hudson, NY 12534

  Some homes ask you to choose between being close to everything and feeling like you've escaped it. At 5 Harry Howard Avenue, you don't have to. Five minutes from Warren Street on foot, this thoughtfully renovated home offers a lifestyle that's increasingly rare in Hudson. Start your morning at your favorite café, wander through the city's celebrated boutiques and galleries, meet friends for

  Rebecca Sullivan KW Platform

  5 Harry Howard Ave, Hudson, NY 12534
• 

  

  /29

  $399,000

  2457 State Route 82, Ancram, NY 12502

  Located in the heart of historic Ancram, this versatile multi-family duplex offers a unique opportunity for investors, owner-occupants, or those seeking a country retreat with income potential. Set on just under an acre along the scenic Roeliff Jansen Kill creek, the property combines charm, character, and a peaceful natural setting. The duplex features two separate living spaces: one side offers

  Richard Brenner Rich Brenner Realty, LLC

  2457 State Route 82, Ancram, NY 12502
• 

  

  /40

  $899,000

  $180K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,688 Sq Ft

  275 Pitts Rd, Old Chatham, NY 12136

  Recently renovated and thoughtfully updated, the streamside cottage and separate guest studio were once part of the historic Wigton Lester Farm, with origins dating back to the early 1800s. Nestled on 5 acres along one of the most picturesque roads in Old Chatham, the property is surrounded by open meadows, historic stone walls, and a gently winding stream that, over generations, has carved its

  Michael Tellerday Houlihan Lawrence Inc.

  275 Pitts Rd, Old Chatham, NY 12136
• 

  

  /40

  $2,100,000

  $250K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 5,750 Sq Ft

  705 Warren St, Hudson, NY 12534

  Stunning live-work opportunity on prime Warren Street, overlooking the 7th St Park and fast-growing Upper Depot District. One of the very few fully renovated and modernized buildings of its kind, offering approx. 5,750 sf of finished space across 4 floors plus a basement. The spacious residential upper level extends over 3 floors covering approx. 2,800 sf of modern, light-filled contemporary

  Peter Darrell Tri Hudson Realty, LLC

  705 Warren St, Hudson, NY 12534
• 

  

  /25

  $329,900

  $13K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  457 Sharptown Rd, Stuyvesant, NY 12173

  On a nice country road in Stuyvesant you will find this one owner ranch which has been lovingly maintained thruout the years. Yes updates are needed but the roof is approx 10 years old, and the furnace and oil tank were new in 2022. There are three bedrooms, a den, large great room with fireplace, living room, eat in kitchen and a bath and a half. Laundry is in the half bath. Then you have a deep

  Jack Van Buren Berkshire Hathaway Home Services Blake

  457 Sharptown Rd, Stuyvesant, NY 12173
• 

  

  /30

  $179,000

  $20K PRICE DROP

  • Land
  • 8 Acres
  • $22,375 per Acre

  L25 Fischer Rd, Kinderhook, NY 12106

  WHAT A FIND - OK GO! Build your Hudson Valley dream home in Kinderhook on this private 8 acre wooded parcel with a pond view (some deer too!). Location just off 9H; less than 10 minutes from the Historic Village area of Kinderhook (historic properties, restaurants, theatres, art galleries, orchards, farms, etc.), 10 minutes to Columbia County Airport, 20 minutes to Hudson/Amtrak to NYC, 30

  Lisa Wloch Brokers Network

  L25 Fischer Rd, Kinderhook, NY 12106
• 

  

  /22

  $1,850,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  1030 County Route 27a, Ancram, NY 12502

  Beaver Mountain Farms is an exceptional 41-acre Hudson Valley estate in the picturesque town of Ancram, Columbia County, offering an extraordinary opportunity for agriculture, equestrian pursuits, or a private country retreat. At the heart of this remarkable property is an impressive collection of farm buildings, including a classic dairy barn, an expansive 80' x 200' steel barn ideally suited

  Arleen Shepley Elyse Harney Real Estate

  1030 County Route 27a, Ancram, NY 12502
• 

  

  /64

  $3,425,000

  • 3 Beds
  • 3.5 Baths
  • 3,386 Sq Ft

  154 Schoolhouse Rd, Stuyvesant, NY 12173

  On one of the most scenic country roads in the County, Willow Branch Farm, a 19th century farmhouse on over 53 acres has been transformed by the noted architect owner into a stunning property with Catskill views and sunsets. The Italianate three bedroom house is surrounded by a traditional English style landscape with a picturesque pond that delights the eye. Inside, 10 foot tall ceilings, wood

  Sarah Lipsky William Pitt Sothebys Intn'l

  154 Schoolhouse Rd, Stuyvesant, NY 12173
• 

  

  /27

  $895,000

  • 4 Beds
  • 3 Baths
  • 3,554 Sq Ft

  4259 State Route 203, Chatham, NY 12037

  Set within the historic hamlet of North Chatham, this beautifully restored c.1830 Greek Revival side-hall farmhouse is a wonderful example of the understated elegance that defined rural Columbia County architecture during the period. The home's classic side-hall plan, refined Greek Revival moldings, hand-hewn beams, wide-plank pine floors, and beautifully preserved millwork speak to its early

  Annabel Taylor Four Seasons Sothebys Intl

  4259 State Route 203, Chatham, NY 12037
• 

  

  /33

  $945,000

  • 3 Beds
  • 2.5 Baths
  • 1,967 Sq Ft

  476 South Rd, Germantown, NY 12526

  Imagine waking up to serene farmland views on one of Germantown's picturesque country roads. On 5 acres of mostly open meadow this thoughtfully renovated 3-bedroom, 3-bath contemporary home is flooded with natural light. Curl up by the wood-burning fireplace in the great room, or enjoy the local farm to table produce in the chef's kitchen. Need to work from home or log a workout? The walk-out

  PATRICIA HINKEIN Patricia A. Hinkein Realty

  476 South Rd, Germantown, NY 12526
• 

  

  /50

  $949,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  2955 State Route 23, Hillsdale, NY 12529

  Steeped in Hillsdale’s rich history, this extraordinary property began its life as one of the area’s original grist mills, situated in the area of Hillsdale once known as Murray’s Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat. Set on 8.7 enchanting acres, the property feels as

  Jason Walch Coldwell Banker Advisor Realty

  2955 State Route 23, Hillsdale, NY 12529
• 

  

  /34

  $475,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  854 Columbia St, Hudson, NY 12534

  Just minutes from Hudson's restaurants, shops, galleries, Amtrak station, and everyday conveniences, this furnished two-unit property combines a highly walkable location with an established rental history and flexibility for future use. Each unit features a spacious living room, formal dining room, updated kitchen, two bedrooms, and an updated full bath. Original wood floors and paneled doors

  Paige Backhaus William Raveis Real Estate

  854 Columbia St, Hudson, NY 12534
• 

  

  /40

  $859,000

  $120K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  44 SW Colony Rd, Hillsdale, NY 12529

  Set on the shores of Copake Lake, this charming waterfront home blends classic lake character with thoughtful modern updates. Offering three bedrooms and 1.5 baths, the home features a bright open kitchen, living, and dining area designed for easy lake living and entertaining. Recent renovations, including HVAC, septic system, and expansion to main floor, bring fresh style and comfort while

  Austin Urban Venture Fox Realty Group

  44 SW Colony Rd, Hillsdale, NY 12529
• 

  

  /40

  $2,300,000

  $200K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 6,539 Sq Ft

  339 Warren St, Hudson, NY 12534

  The Leader Townhouse is a remarkable historic mixed-use brick building, constructed in 1897. Nestled on the vibrant 300 block of Warren Street in the heart of Hudson, this property is surrounded by exceptional restaurants, shopping, and cultural attractions. Spanning over 6,500 square feet, it features an inspiring street-level flagship retail space with historic details, and above a spacious

  Sean Roland Compass Greater NY LLC

  339 Warren St, Hudson, NY 12534
• 

  

  /15

  $1,499,000

  $1M PRICE DROP

  • Land
  • 27 Acres
  • $55,519 per Acre

  35 Pulcher Ave, Stottville, NY 12534

  Public Auction: Contact Broker for Details! Bids must be submitted Prior to August 30, 2026. Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location,

  David Birch Barns & Farms Realty, LLC

  35 Pulcher Ave, Stottville, NY 12534
• 

  

  /25

  $675,000

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  25 Lovers Ln, Valatie, NY 12184

  Welcome to the original early 1800's John Jay van Valkenburgh home in the quaint and historic hamlet of Chatham Center.This three bedroom, charming two-story colonial farmhouse on 1.6 acres features original wood beams, a working fireplace with wood stove insert in the large open living room, hardwood floors and an adjoining dining room with a cast iron wood stove. A modern kitchen with

  Janet Kain The Kinderhook Group, Inc.

  25 Lovers Ln, Valatie, NY 12184
• 

  

  /27

  $1,295,000

  $455K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,600 Sq Ft

  125 Warren St, Hudson, NY 12534

  TWO GRACIOUS SPACIOUS UNITS. Main Level Floor-thru and Upper Duples - on Warren Street's historic Proprietors Row, this 1800s Federal gem has been reborn as a modern, two-unit residence that balances historic elegance with today's lifestyle. It's rare to find a property this pristine from top to bottom, with income potential, off-street parking, and fenced in yard-all just steps from Hudson's

  Nancy Felcetto Brown Harris Stevens Hudson

  125 Warren St, Hudson, NY 12534
• 

  

  /38

  $1,699,900

  • 16 Beds
  • 13 Baths
  • 8,476 Sq Ft

  94 Main St, Philmont, NY 12565

  Prime Investment Opportunity in the Heart of Philmont An exceptional opportunity to acquire a fully leased, mixed-use portfolio. This offering includes three buildings located at 94 Main Street, 95-97 Main Street, and 100-102 Main Street, all generating stable income with upside potential for future growth. Property Breakdown: 94 Main StreetA two-story, approximately 4,800 SF, three-unit

  Jason Walch Coldwell Banker Advisor Realty

  94 Main St, Philmont, NY 12565
• 

  

  /31

  $499,000

  $26K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  230 Middle Rd, Austerlitz, NY 12017

  Experience idyllic country life and the best this area has to offer in this charming wood shingled house. Situated on two acres, this three-bedroom cape has an updated kitchen with stone counters which opens into the dining room. The spacious living room has a brick fireplace, built-in shelves and lovely French doors that open into a four-season heated sunroom with a vaulted ceiling and large

  Sarah Lipsky William Pitt Sothebys Intn'l

  230 Middle Rd, Austerlitz, NY 12017
• 

  

  /10

  $1,880,000

  • 4 Beds
  • 1 Bath
  • 1,443 Sq Ft

  105 Norton Rd, Unknown Ny City, NY 12029

  Discover 367 acres of extraordinary privacy, centered around your own 6-acre lake, with meandering trails and gentle streams weaving throughout the landscape. This is a property that invites exploration, reflection, and a deep connection to nature. An existing home, ready for renovation, offers the opportunity to create a charming retreat or guest residence, while a second, elevated building

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  105 Norton Rd, Unknown Ny City, NY 12029
• 

  

  /24

  $575,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  5 Adams Dr, Hillsdale, NY 12529

  This charming 3 BR, 1.5 Bath cottage is located across the street from Copake Lake and the HOA Waterfront, Marina and Beach area. Unlike some of the other homes in the area, the house is situated on an elevated, oversized lot with a big front yard and spectacular sunset views. Inside, the house features real wood paneling and a wood burning stove in the living room, a cozy kitchen with a new gas

  Russ Stein Compass Greater NY LLC

  5 Adams Dr, Hillsdale, NY 12529
• 

  

  /21

  $345,000

  $80K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft

  19 Fabiano Blvd, Hudson, NY 12534

  Charming 3-Bedroom Home in the Heart of Greenport Welcome to this inviting 3-bedroom, 2-bathroom home perfectly situated in the heart of Greenport. Whether you envision a stylish modern renovation or want to embrace the home's existing character, the possibilities here are endless. Inside, you'll find well-proportioned living spaces filled with potential -- a layout designed for comfortable

  Joyce Vale Coldwell Banker Advisor Realty

  19 Fabiano Blvd, Hudson, NY 12534

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